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Updated: Jun 1, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
2-Amino-5-chloro-pyridinium salicylate
Madhukar Hemamalini1, Hoong-Kun Fun
1X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.
Abstract:
In the crystal structure of the title salt, C(5)H(6)ClN(2) (+)·C(7)H(5)O(3) (-), the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxyl-ate O atoms via a pair of N-H⋯O hydrogen bonds, forming R(2) (2)(8) ring motifs. These motifs are centrosymmetrically paired via N-H⋯O hydrogen bonds, forming a complementary donor-donor-acceptor-acceptor (DDAA) array. A typical intra-molecular O-H⋯O hydrogen bond is also observed in the salicylate anion. The crystal structure is further stabilized by weak C-H⋯π inter-actions.
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